60 days in Continental USA Itinerary

60 days in Continental USA Itinerary

Created using Inspirock United States journey planner
Make it your trip
Drive
1
Boston
— 8 nights
Fly
2
Provincetown
— 6 nights
Fly
3
Newport
— 7 nights
Ferry
4
New Shoreham, Block Island
— 7 nights
+3
Ferry to Montauk, Drive to Orient Point, Ferry to New London, Drive to Mystic
5
Mystic
— 6 nights
Drive
6
New Haven
— 5 nights
Fly
7
Philadelphia
— 8 nights
Drive
8
Hershey
— 5 nights
Fly
9
Pittsburgh
— 7 nights

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Boston — 8 nights

Rich in museums, restaurants, shops, and historical sites, Boston attracts over 16 million visitors each year. New England's largest and most influential city, Boston ranks among the world's major centers of education and culture.
Explore the numerous day-trip ideas around Boston: Dolphin & Whale Watching (in Gloucester), Ogunquit (Marginal Way Walkway, Ogunquit Beach, &more) and Crane Beach (in Ipswich). There's much more to do: stop by North End, explore the world behind art at Museum of Fine Arts, appreciate the extensive heritage of Freedom Trail, and wander the streets of Beacon Hill.

To find more things to do, traveler tips, and tourist information, use the Boston trip itinerary tool.

Ogunquit to Boston is an approximately 1.5-hour car ride. You can also do a combination of taxi and train; or take a bus. Traveling from Ogunquit in August, plan for somewhat warmer nights in Boston, with lows around 65°F. Finish your sightseeing early on the 5th (Mon) to allow enough time to fly to Provincetown.
Parks · Outdoors · Beaches · Museums
Side Trips

Provincetown — 6 nights

A small resort town with a year-round population of just 3,000, Provincetown draws nearly 60,000 annual visitors with its scenic beaches, art colonies, galleries, theaters, and shops.
Venture out of the city with trips to Nauset Beach (in Orleans) and Eastham (Coast Guard Beach, Nauset Light Beach, &more). There's still lots to do: enjoy the sand and surf at Long Point, make a trip to Commercial Street, stroll through Marconi Beach, and do a tasting at Truro Vineyards of Cape Cod.

For ratings and tourist information, read our Provincetown itinerary app.

You can fly from Boston to Provincetown in 2 hours. Other options are to ride a ferry; or drive. In September, daytime highs in Provincetown are 71°F, while nighttime lows are 57°F. Finish up your sightseeing early on the 11th (Sun) so you can catch the flight to Newport.
Outdoors · Beaches · Parks · Nature
Side Trips

Newport — 7 nights

With coastline on the west, south, and east, Newport is a maritime city with a rich history.
Explore Newport's surroundings by going to East Matunuck State Beach (in South Kingstown) and Falmouth (Highfield Hall & Gardens, Shining Sea Bikeway, &more). There's much more to do: see the interesting displays at The Breakers, cruise along Ocean Drive Historic District, admire the striking features of The Elms, and enjoy the sand and surf at Goosewing Beach Preserve.

For traveler tips, reviews, photos, and tourist information, read our Newport tour planner.

You can fly from Provincetown to Newport in 2 hours. Other options are to drive; or do a combination of ferry and bus. In September, daytime highs in Newport are 74°F, while nighttime lows are 58°F. Finish up your sightseeing early on the 18th (Sun) so you can catch the ferry to New Shoreham.
Outdoors · Parks · Historic Sites · Tours
Side Trips

New Shoreham, Block Island — 7 nights

New Shoreham is a town in Washington County, Rhode Island, United States. New Shoreham is known for nature, historic sites, and beaches. Your trip includes some of its best attractions: kick back and relax at Mohegan Bluffs, take in the waterfront activity at Great Salt Pond, relax and rejuvenate at Clayhead Salon & Spa, and visit a coastal fixture at North Lighthouse.

For where to stay, other places to visit, ratings, and more tourist information, go to the New Shoreham route planning app.

Getting from Newport to New Shoreham by ferry takes about 2 hours. Other options: do a combination of taxi and ferry. In September, daytime highs in New Shoreham are 71°F, while nighttime lows are 61°F. Wrap up your sightseeing by early afternoon on the 25th (Sun) to allow enough time to ride a ferry to Mystic.
Parks · Outdoors · Beaches · Trails
Side Trip

Mystic — 6 nights

A historical leading seaport, Mystic has maintained a strong respect for the past.
Explore the numerous day-trip ideas around Mystic: ShelaLara Winery Tour & Tasting (in Coventry), Nickle Creek Vineyard (in Foster) and Slater Memorial Museum (in Norwich). Next up on the itinerary: kick back and relax at Misquamicut State Beach, stroll through Pleasure Beach, contemplate the long history of Olde Mistick Village, and meet the residents at Mystic Aquarium.

To find other places to visit, photos, ratings, and tourist information, use the Mystic trip planner.

Do a combination of ferry and car from New Shoreham to Mystic in 6.5 hours. Alternatively, you can ride a ferry; or do a combination of flight and taxi; or do a combination of ferry and train. In September, daily temperatures in Mystic can reach 75°F, while at night they dip to 58°F. Finish up your sightseeing early on the 1st (Sat) so you can go by car to New Haven.
Outdoors · Parks · Beaches · Wineries
Side Trips

New Haven — 5 nights

New Haven, in the U.S. state of Connecticut, is the principal municipality in Greater New Haven, which had a total population of 862,477 in 2010. Get out of town with these interesting New Haven side-trips: Work It Dance and Fitness (in Norwalk), Norman Rockwell Museum (in Stockbridge) and Chester Railway Station (in Chester). There's much more to do: tour the pleasant surroundings at Hammonasset Beach State Park, explore the world behind art at Yale Center for British Art, gain insight at Yale University, and sample the fine beverages at Berkshire Mountain Distillers.

Plan my trip to New Haven with suggested itineraries provided by Inspirock.

You can drive from Mystic to New Haven in an hour. Another option is to take a train. Expect a daytime high around 66°F in October, and nighttime lows around 48°F. Finish up your sightseeing early on the 6th (Thu) so you can catch the flight to Philadelphia.
Museums · Wineries · Breweries & Distilleries · Outdoors
Side Trips

Philadelphia — 8 nights

Steeped in cultural and historical heritage, Philadelphia is known as the birthplace of U.S. democracy, as it was once the meeting place for the country's Founding Fathers.
Change things up with these side-trips from Philadelphia: Brandywine River Museum of Art (in Chadds Ford), Longwood Gardens (in Kennett Square) and Winterthur Museum, Garden & Library (in Winterthur). There's still lots to do: try to win big at Harrah's Philadelphia, wander the streets of Atlantic City Boardwalk, pause for some photo ops at Liberty Bell Center, and admire the landmark architecture of Boathouse Row.

To find traveler tips and tourist information, read Philadelphia online trip itinerary planner.

Getting from New Haven to Philadelphia by flight takes about 3 hours. Other options: drive; or take a train. October in Philadelphia sees daily highs of 69°F and lows of 53°F at night. Finish up your sightseeing early on the 14th (Fri) so you can go by car to Hershey.
Museums · Parks · Shopping · Historic Sites
Side Trips

Hershey — 5 nights

Home of the Hershey Chocolate Company, the town of Hershey is regularly referred to as the sweetest place on earth.
You'll find plenty of places to visit near Hershey: Kitchen Kettle Village (in Intercourse), The Amish Farm and House (in Lancaster) and Gettysburg (Savor Gettysburg Food Tours, Horseback Riding Tours, &more). There's still lots to do: get in on the family fun at Hersheypark, see the interesting displays at AACA Museum, Inc., hunt for treasures at Root's Country Market & Auction, and take in nature's colorful creations at Hershey Gardens.

For more things to do, ratings, traveler tips, and more tourist information, read our Hershey route planner.

Traveling by car from Philadelphia to Hershey takes 2 hours. Alternatively, you can take a bus; or do a combination of train and bus. In October, daily temperatures in Hershey can reach 68°F, while at night they dip to 49°F. Finish up your sightseeing early on the 19th (Wed) so you can catch the flight to Pittsburgh.
Museums · Parks · Tours · Wineries
Side Trips

Pittsburgh — 7 nights

Known primarily for its steel-related heritage and 446 bridges, Pittsburgh sits at the confluence of the Monongahela and Allegheny Rivers, which meet to form the Ohio River.
Change things up with these side-trips from Pittsburgh: Fallingwater (in Mill Run), Ohiopyle State Park (in Ohiopyle) and Lincoln Highway Experience (in Latrobe). There's much more to do: stop by Strip District, indulge your taste buds at City Brew Tours Pittsburgh, take in nature's colorful creations at Phipps Conservatory and Botanical Gardens, and get to know the resident critters at Pittsburgh Zoo & PPG Aquarium.

For ratings, reviews, more things to do, and tourist information, read our Pittsburgh trip app.

Traveling by flight from Hershey to Pittsburgh takes 3 hours. Alternatively, you can drive; or do a combination of bus and train. In October, daily temperatures in Pittsburgh can reach 65°F, while at night they dip to 48°F. Wrap up your sightseeing on the 26th (Wed) early enough to travel back home.
Museums · Parks · Tours · Historic Sites
Side Trips

Massachusetts travel guide

4.3
History Museums · Art Museums · Historic Walking Areas
The Bay State
Known as the "Bay State" because of the three bays dominating its coastline, Massachusetts has played a significant cultural and commercial role through most of the country's history. An increasingly popular vacation destination for foreign travelers, Massachusetts offers numerous places to visit, ranging from historical sites to modern urban centers famous for their culinary, art, and nightlife scenes. With the majority of its population living in and around the city of Boston, in the 20th century Massachusetts went from a state largely dependent on fishing and agriculture to the country's leader in higher education, healthcare, high technology, and financial services. Home to renowned universities and research centers, the state's cities attract a young crowd of students, scientists, artists, and business professionals.

Rhode Island travel guide

4.7
Specialty Museums · Architectural Buildings · Historic Walking Areas
The Ocean State
Despite being the country's smallest state, Rhode Island includes over 640 km (400 mi) of coastline, courtesy of Narragansett Bay and more than 30 islands. Most of the state is part of the U.S. mainland, despite its somewhat misleading name. Though it takes only about 40 minutes to drive across this tiny state, Rhode Island includes more white sandy beaches than most visitors can hope to explore on a single trip. The state's one big city and surrounding small towns brim with places to visit, such as museums, galleries, restaurants, bars, and historical neighborhoods packed with colonial-era buildings. Although the state may seem small, your holiday itinerary is sure to be chock-full.

Connecticut travel guide

4.3
Aquariums · Theaters · Observatories
The Constitution State
Perhaps best known for its renowned private and public universities, Connecticut was once home to the country's first law school and still boasts one of the oldest secondary schools in America. More than just a small state packed with students, Connecticut offers visitors a chance to explore some of New England's finest tourist attractions while on vacation, including lighthouses, beaches, theaters, museums, galleries, and restaurants. Despite its small size, the state also boasts two large casino complexes, both located on Native American reservations. Rich in history and natural beauty, Connecticut draws newcomers from around the world, with large Polish, Chinese, and Hispanic communities.

Pennsylvania travel guide

4.2
History Museums · Casinos · Specialty Museums
The Keystone State
One of the country's 13 original founding states, Pennsylvania contains a balance of modern cities and fertile fields. A rich and varied state with a colorful history dating back to colonial times, it remains a worthy holiday destination with its well-preserved 19th-century battle sites and memorial parks. This diverse land is home to pristine forests and rugged mountain regions. For an urban experience, visit the state's university cities, offering numerous tourist attractions as well as thriving music, performance, art, and culinary scenes. The region's Amish country provides a weekend getaway in a picturesque setting of quaint towns surrounded by rolling hills and fertile farmland.